Your golden years are your best years! Make them shine!

  • Home
  • Personal Finance
  • Retirement Life
  • Saving & Spending

The Ultimate Pre-Retirement Checklist: Everything to Do in the 5 Years Before You Retire

August 25, 2025 · Personal Finance

Photo-realistic, senior-friendly scene that visually introduces the section titled '2 Years Out: Taxes, Taxes, Taxes'.

2 Years Out: Taxes, Taxes, Taxes

As you get closer to retirement, your focus must shift to one of the most overlooked aspects of financial planning: taxes. Your tax situation in retirement will likely be very different from what you’re used to. Understanding how your income will be taxed is essential for making your money last.

Understand Your Future Tax Picture

Many retirees are surprised to learn that their Social Security benefits may be taxable. Whether they are, and how much, depends on your provisional income. This is a specific calculation used by the IRS. It’s not a number you’ll find on any other form. You must calculate it yourself.

The formula is: Your Adjusted Gross Income (AGI) + any non-taxable interest (like from municipal bonds) + 50% of your Social Security benefits. Your AGI includes withdrawals from traditional 401(k)s or IRAs, pension income, wages from part-time work, and investment gains.

Let’s walk through a mini-math example. Suppose a married couple filing jointly has the following income for the year: $30,000 from IRA withdrawals, $5,000 in taxable interest and dividends, and $40,000 in Social Security benefits. First, we find their AGI, which is $30,000 + $5,000 = $35,000. Next, we add 50% of their Social Security benefits ($40,000 / 2 = $20,000). Their provisional income is $35,000 + $20,000 = $55,000. Based on IRS rules for a given tax year, a portion of their Social Security benefits would be subject to federal income tax because their provisional income is above the established thresholds. You can find the latest income thresholds on the IRS website.

Plan for Tax-Efficient Withdrawals

You likely have money in different types of accounts, and they are all taxed differently. This is called tax diversification, and it’s a powerful tool in retirement.

Tax-deferred accounts, like a Traditional 401(k) or IRA, were funded with pre-tax dollars. Every dollar you withdraw from these accounts is taxed as ordinary income, just like your old salary.

Tax-free accounts, like a Roth 401(k) or Roth IRA, were funded with after-tax dollars. This means all qualified withdrawals you make in retirement are completely tax-free.

Taxable brokerage accounts hold investments like stocks and mutual funds. When you sell an investment that has grown in value, you pay capital gains tax, which is often at a lower rate than ordinary income tax, especially if you’ve held the investment for more than a year.

A smart withdrawal strategy often involves taking a little bit from each type of account to control your taxable income each year. For example, you might withdraw just enough from your traditional IRA to stay in a lower tax bracket, then take the rest of the cash you need from your Roth IRA or brokerage account.

Also, be aware of Required Minimum Distributions (RMDs). The government requires you to start taking withdrawals from your tax-deferred retirement accounts once you reach a certain age (currently 73 for most people, but this can change). The IRS has specific rules for calculating your RMD each year. Failing to take your RMD results in a stiff penalty.

Pages: 1 2 3 4 5 6 7 8 9 10

Share this article

Facebook Twitter Pinterest LinkedIn Email

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

Recent Posts

  • medicare
    Medicare Costs Are Rising in 2026 — Here’s What to Expect
  • save money on healthcare
    Could You Qualify For the New $25,000 Health Care Tax Deduction Coming in 2026?
  • Medicare open enrollment
    Missed the Medicare Deadline? Your Options Aren’t Over Yet
  • stimulus check
    Trump Promises $2,000 Tariff Checks: Could You Qualify?
  • social security changes
    5 Social Security Changes Coming In 2026
  • SNAP
    7 Hidden Benefits of SNAP You’re Missing Out On

Related Articles

recession

9 Smart Ways to Recession-Proof Your Retirement

Let’s Recession-Proof Your Retirement! The US is bracing for a significant economic downturn as it…

Read More →
Military Retirees

Military Retirees: These 8 States Will Tax You Poorly

Maybe you’re preparing for your upcoming retirement or just want to get a better idea…

Read More →
credit score

9 Credit Score Myths You Shouldn’t Believe Anymore

Will getting married lead me to a joint credit score? One of the most difficult…

Read More →
social security benefits

Which States Tax Social Security Benefits in 2025?

Connecticut The Nutmeg State tries its best to help retirees with lower incomes, and in…

Read More →
tax planning, reduce

7 Ways You Can Prepare For a Better 2023 Tax Season NOW

#4 File electronically When anticipating a tax refund, electronic filing is recommended. You can anticipate…

Read More →
A photograph of a senior's hands holding a check, with a partially visible retirement planning document in the background.

Protecting Your Nest Egg: A Guide to Annuities for Retirees

How Annuities Fit Into Your Overall Retirement Plan An annuity shouldn’t be your entire retirement…

Read More →
funeral expenses

Funeral Expenses: 5 Best Ways to Lower Them

3. Always do the research and compare prices. In the moment, you may be overcome…

Read More →
Trump second term tariffs

5 Shocking Ways a Trump Second Term Could Impact Baby Boomer’s Finances

Would you vote for a Trump second term? Do you think it will harm your…

Read More →
secure 2.0 act

7 Ways the Biden’s Secure 2.0 Act Will Change Your Retirement Savings

A lot of people postpone thinking about preparing for retirement because it could seem extremely…

Read More →
Retired in USA

Your golden years are your best years! Make them shine!

Inedit Agency S.R.L.
Bucharest, Romania

contact@ineditagency.com

Explore

  • Terms and Conditions
  • Privacy Policy
  • Do not sell my personal information
  • Subscribe
  • Unsubscribe
  • Contact
  • CA Privacy Policy
  • Request to Know
  • Request to Delete

Categories

  • Enjoying Retirement
  • Personal Finance
  • Saving & Spending

© 2025 Retired in USA. All rights reserved.